
Holiday rentals in Woodland Park
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Top-rated holiday rentals in Woodland Park
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Mountain Sanctuary - Family Retreat
Mountain town getaway and sanctuary! In Pike National Forest with great hiking/running trails walking distance from the home. Camping, fishing, picnics, and hiking trails within a short drive. Old town Woodland Park has family entertainment and restaurants. Short drives include Manitou Springs, Santa's Workshop, Cave of the Winds, Garden of the Gods, and Pike's Peak! Cozy up with two woodburning fireplaces and large family rooms. Outdoor patio with private hot tub, firepit, grill, & dining table

Cozy Forest Escape w/ Hot Tub & Scenic Views
Indulge in the ultimate retreat experience at the enchanting Tecumseh Lodge, nestled near Pike's Peak, a mere 15-min drive from downtown Woodland Park. Escape to a haven designed for serenity seekers, nature lovers and remote workers alike. Wake up to a golden sunrise on our spacious deck with cozy furniture and a warming space heater. In the evening, unwind in our hot tub, surrounded by all the stars & nature. Book your escape at Tecumseh Lodge for a luxurious blend of comfort and nature.

HOT TUB ~ 31 Acres ~Bring ATVs/Border Nat'l Forest
Looking for a quiet and secluded mountain getaway? This charming cabin on 31 acres that borders Pike National Forest is the perfect place to escape the hustle and bustle of everyday life. Enjoy breathtaking views of the surrounding mountains from the cabin's spacious deck, & keep an eye out for wildlife. The mountain getaway vibe is complete with a new hot tub, wood-burning stove & amazing views. You’re just a short drive from several mountain towns and 2 hours from Denver International Airport.

Timberwood Cabin
Welcome to our rustic log cabin in beautiful Florissant, Colorado. Enjoy the spacious treed lot with easy access to the Florissant Fossil Beds, Eleven Mile Canyon, and the town of Cripple Creek. Stay connected with satellite internet, or disconnect and enjoy the cool high-altitude air and gorgeous mountain views. Sip on your favorite drink by the outdoor fire pit while admiring a breathtaking Rocky Mountain sunset that turns into an amazing starlit sky, or cozy up inside by the warm fireplace.

Rose Mountain Escape Pet friendly W/pet fee
Rose Mountain escape has beautiful views. Located 5 miles from Charis,, 15 mins from downtown Woodland Park & 2hrs from Breckinridge, 2 blocks from BLM land allows ATVs, Motor/Mountain bikes and walks through the forest. Small cabin with a VERY STEEP STAIRCASE to the bedroom. We have a large deck with chairs, gas fire pit & hot tub, grill for your use. We have great WiFI. We have kitchenette, washer and dryer. Pet friendly w/ CLEANING FEE list pet on reservation! SMOKING OUTSIDE. 420 friendly.

Romantic AFrame*Private Trail*Wood Fire*Stargazing
► Romantic A-frame retreat designed for couples and quiet getaways ► Backyard opens to over one million acres of national forest with a private trail leading to a private summit fire pit ► Outdoor fire pit for stargazing and peaceful evenings ► Thoughtfully designed by a boutique NYC interior design firm ► Well-equipped kitchen for cooking real meals ► Nest mattress with organic cotton sheets for deep sleep ► Easy access to hiking, skiing, gold-water fly fishing, scenic drives, and ATV rentals

Wabi Sabi Tiny House - No Cleaning Fees!
I designed and built this Tiny House a few years ago! As such, it's still an ongoing work in progress and so not quite as picturesque as the finished homes you may see on TV, but it's still fully functional, cozy, and homey. To sleep, you'll have the choice of a queen size loft bed (must climb narrow stairs to access) or a queen size (comfortable!) sofa bed on the ground floor. Located in Woodland Park, CO you have an AMAZING view of Pike's Peak and close proximity to so many adventures 🤗

Private Suite w/Trees & Awesome Peak View 328878.
Picture-perfect Pikes Peak views from your living room, bedroom, and patio of this stunning Colorado mountain home's guest suite with a classic Colorado feel. The suite includes the entire walk-out lower-level of our home. It is private, separate, and has its own entrance. With a full kitchen and central location, this is the perfect base-camp for a Colorado get-away; however, with the Ponderosa Pines, Aspen, and beautiful hiking trails right up the street, you may never want to leave.

Luxury Treehouse Escape | Near Pikes Peak+Views
Welcome to the Treehouse - Your Colorado Getaway. Perched high in the trees with panoramic views, a HUGE bathtub, coffee bar with local coffee, two decks, and KING sized bed, you’ll never want to leave. This completely remodeled, octagon treehouse is just 15 minutes from most attractions in Colorado Springs and 5 minutes from the famous Pikes Peak Highway and gorgeous hiking trails - you are right in the middle of plenty to do while also being tucked away in your own little forest paradise.

RiverHouse South w/ Sauna, Hot Tub & Fireplace
With a river in the backyard next to the private hot tub and sauna, what more could you need? If you love watching local wildlife, listening the sound of the creek, and relaxing on a luxurious back patio that’s perfect for all seasons, then RiverHouse South by Forest & Peak Retreats is for you! Enjoy the full amenities of a kitchen stocked with a curator’s touch, heated towel rack, remote control gas fireplace, top-to-bottom remodel. Book RiverHouse South, by Forest & Peak Retreats, today!

Dark Sky Views - Firepit - Sauna - Grill - Fishing
Our cabin is nestled on an acre near Pikes National Forest with access to fishing, hiking & adventure all around. With all the amenities, 45min to Colorado Springs, 10 min to the S. Platte River Dream Stream, world class fishing, Mueller State Park, Pike's Peak & ATV-ing. A tranquil location in the woods w/ incredible views of the Milky Way, evening fires outdoors, great times w/ friends on the deck, hot coffee, wildlife, relaxation in the sauna, you’re sure to unwind from the daily grind.

Alpine Escape: Family-Friendly w/ Gorgeous Scenery
Escape to a stunning mountain retreat where families can relax, unplug, and create lasting memories. Breathe in the crisp alpine air as you sip coffee on the wraparound deck, while the kids enjoy the tree swing. This spacious cabin offers a full kitchen, cozy lounge areas, and a dedicated workspace. Explore scenic trails just minutes away, with Mueller State Park only 6 minutes from your door and Cripple Creek within 19 minutes. Your perfect family getaway starts here—learn more below!
Popular amenities for Woodland Park holiday rentals
Stay near Woodland Park's top sights
Other great holiday rentals in Woodland Park

Charming Cabin, Endless Views

Atari | Firepit | Sauna: Stay at the Aspen Aframe!

Peace in the Pines – Hot Tub & Pikes Peak Views

Stone Cottage w/ Artisan Design in Cascade

Ana-log Cabin: cozy retreat with mid-century hygge

Lil Lincoln

Secluded Stargazing Cabin | Ski Resorts Within 2hr

Views, Beautiful mountain home, hot tub, hikes!
When is the best time to visit Woodland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $168 SGD | $146 SGD | $155 SGD | $163 SGD | $172 SGD | $191 SGD | $200 SGD | $197 SGD | $191 SGD | $186 SGD | $173 SGD | $188 SGD |
| Avg. temp | 0°C | 1°C | 5°C | 9°C | 14°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | 0°C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Woodland Park?
Yes! Work meets play with ease at over 110 vacation rentals in Woodland Park featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Woodland Park?
Four-legged friends are welcome in Woodland Park. Choose from more than 70 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Woodland Park?
Experience the best of Woodland Park with our house rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Woodland Park have self check-in?
Absolutely! We offer over 60 house rentals with self check-in in Woodland Park. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Woodland Park have wifi?
Absolutely! We offer over 60 house rentals with wifi in Woodland Park. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Woodland Park have a bbq area?
Absolutely! We offer over 60 house rentals with a bbq area in Woodland Park. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly cabin rentals in Woodland Park?
Woodland Park has more than 30 family-friendly cabin rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Woodland Park?
Enhance your stay in our House Rentals with the most popular amenities: over 60 homes with a bbq area, over 60 homes with wifi, over 60 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Woodland Park

Total holiday rentals
Explore 190 holiday rentals in Woodland Park

Nightly prices starting at
Woodland Park holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 17,050 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
190 of Woodland Park holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Woodland Park rentals

4.9 Average rating
Woodland Park stays are highly rated by guests – averaging 4.9 out of 5!
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- Red Rocks Amphitheatre
- Royal Gorge Bridge and Park
- Cheyenne Mountain Zoo
- Cheyenne Mountain State Park
- Cave of the Winds Mountain Park
- Mueller State Park
- Staunton State Park
- Castlewood Canyon State Park
- Colorado Wolf and Wildlife Center
- Roxborough State Park
- Red Rock Canyon Open Space
- University of Denver
- The Broadmoor Golf Club
- Colorado Springs Pioneers Museum
- Helen Hunt Falls
- Pikes Peak - America's Mountain
- The Broadmoor World Arena
- Rocky Mountain Dinosaur Resource Center
- Cherry Creek State Park
- Fiddler’s Green Amphitheatre
- Royal Gorge Route Railroad
- Colorado College
- Miramont Castle Museum
- United States Air Force Academy




